EP0863190B1 - Dye set for improved ink-jet image quality - Google Patents
Dye set for improved ink-jet image quality Download PDFInfo
- Publication number
- EP0863190B1 EP0863190B1 EP98301515A EP98301515A EP0863190B1 EP 0863190 B1 EP0863190 B1 EP 0863190B1 EP 98301515 A EP98301515 A EP 98301515A EP 98301515 A EP98301515 A EP 98301515A EP 0863190 B1 EP0863190 B1 EP 0863190B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- ink
- yellow
- dye
- inks
- jet
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
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- 239000003086 colorant Substances 0.000 claims description 44
- 239000000203 mixture Substances 0.000 claims description 18
- 238000007639 printing Methods 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 12
- 238000007641 inkjet printing Methods 0.000 claims description 8
- 239000001060 yellow colorant Substances 0.000 claims description 8
- XRFRTDKENRGSSX-UHFFFAOYSA-J tetrasodium;3-[[4-[[4-[(4,8-disulfonatonaphthalen-2-yl)diazenyl]-3-methylphenyl]carbamoylamino]-2-methylphenyl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C1=CC=C(S([O-])(=O)=O)C2=CC(N=NC3=CC=C(NC(=O)NC=4C=C(C)C(N=NC=5C=C6C(=CC=CC6=C(C=5)S([O-])(=O)=O)S([O-])(=O)=O)=CC=4)C=C3C)=CC(S([O-])(=O)=O)=C21 XRFRTDKENRGSSX-UHFFFAOYSA-J 0.000 claims description 3
- 239000000975 dye Substances 0.000 description 49
- 239000004094 surface-active agent Substances 0.000 description 16
- 239000001043 yellow dye Substances 0.000 description 14
- 239000000872 buffer Substances 0.000 description 12
- 239000003139 biocide Substances 0.000 description 11
- 239000002738 chelating agent Substances 0.000 description 11
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 11
- 239000003960 organic solvent Substances 0.000 description 11
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 10
- -1 e.g. Substances 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 10
- 239000002184 metal Substances 0.000 description 10
- 108010010803 Gelatin Proteins 0.000 description 8
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- 239000008273 gelatin Substances 0.000 description 8
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 238000002835 absorbance Methods 0.000 description 7
- 230000003115 biocidal effect Effects 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 150000003333 secondary alcohols Chemical class 0.000 description 7
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
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- SXGZJKUKBWWHRA-UHFFFAOYSA-N 2-(N-morpholiniumyl)ethanesulfonate Chemical compound [O-]S(=O)(=O)CC[NH+]1CCOCC1 SXGZJKUKBWWHRA-UHFFFAOYSA-N 0.000 description 5
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 5
- 238000010790 dilution Methods 0.000 description 5
- 239000012895 dilution Substances 0.000 description 5
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 5
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 5
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
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- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 3
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- OPILSEWGCLFHQW-UHFFFAOYSA-N 2-methylbutane-1,1,1-triol Chemical compound CCC(C)C(O)(O)O OPILSEWGCLFHQW-UHFFFAOYSA-N 0.000 description 2
- DVLFYONBTKHTER-UHFFFAOYSA-N 3-(N-morpholino)propanesulfonic acid Chemical compound OS(=O)(=O)CCCN1CCOCC1 DVLFYONBTKHTER-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
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- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000008135 aqueous vehicle Substances 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
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- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- DEFVIWRASFVYLL-UHFFFAOYSA-N ethylene glycol bis(2-aminoethyl)tetraacetic acid Chemical compound OC(=O)CN(CC(O)=O)CCOCCOCCN(CC(O)=O)CC(O)=O DEFVIWRASFVYLL-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- GCXZDAKFJKCPGK-UHFFFAOYSA-N heptane-1,2-diol Chemical compound CCCCCC(O)CO GCXZDAKFJKCPGK-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 238000003384 imaging method Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 229910052723 transition metal Inorganic materials 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 150000000180 1,2-diols Chemical class 0.000 description 1
- 229940031723 1,2-octanediol Drugs 0.000 description 1
- BFHKYHMIVDBCPC-UHFFFAOYSA-N 1,3,5,7-tetrahydro-[1,3]oxazolo[3,4-c][1,3]oxazol-7a-ylmethanol Chemical compound C1OCN2COCC21CO BFHKYHMIVDBCPC-UHFFFAOYSA-N 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- FCKYPQBAHLOOJQ-UHFFFAOYSA-N Cyclohexane-1,2-diaminetetraacetic acid Chemical compound OC(=O)CN(CC(O)=O)C1CCCCC1N(CC(O)=O)CC(O)=O FCKYPQBAHLOOJQ-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical group [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000007993 MOPS buffer Substances 0.000 description 1
- QVHMSMOUDQXMRS-UHFFFAOYSA-N PPG n4 Chemical compound CC(O)COC(C)COC(C)COC(C)CO QVHMSMOUDQXMRS-UHFFFAOYSA-N 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920000604 Polyethylene Glycol 200 Polymers 0.000 description 1
- 229920002556 Polyethylene Glycol 300 Polymers 0.000 description 1
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000006177 biological buffer Substances 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical class CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000001041 dye based ink Substances 0.000 description 1
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- AZHSSKPUVBVXLK-UHFFFAOYSA-N ethane-1,1-diol Chemical class CC(O)O AZHSSKPUVBVXLK-UHFFFAOYSA-N 0.000 description 1
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- 150000002334 glycols Chemical class 0.000 description 1
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- MHIBEGOZTWERHF-UHFFFAOYSA-N heptane-1,1-diol Chemical class CCCCCCC(O)O MHIBEGOZTWERHF-UHFFFAOYSA-N 0.000 description 1
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- OHMBHFSEKCCCBW-UHFFFAOYSA-N hexane-2,5-diol Chemical compound CC(O)CCC(C)O OHMBHFSEKCCCBW-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
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- 230000007774 longterm Effects 0.000 description 1
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- 235000019988 mead Nutrition 0.000 description 1
- LPQMOFIXRVVOSF-UHFFFAOYSA-M methyl sulfate;n-methyl-n-[(1,3,3-trimethylindol-1-ium-2-yl)methylideneamino]aniline Chemical compound COS([O-])(=O)=O.C[N+]=1C2=CC=CC=C2C(C)(C)C=1/C=N/N(C)C1=CC=CC=C1 LPQMOFIXRVVOSF-UHFFFAOYSA-M 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
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- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical class CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 239000001042 pigment based ink Substances 0.000 description 1
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- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
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- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical class CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
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- 230000009467 reduction Effects 0.000 description 1
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- 230000004044 response Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- NWKBFCIAPOSTKG-UHFFFAOYSA-M trimethyl-[3-[(3-methyl-5-oxo-1-phenyl-4h-pyrazol-4-yl)diazenyl]phenyl]azanium;chloride Chemical compound [Cl-].CC1=NN(C=2C=CC=CC=2)C(=O)C1N=NC1=CC=CC([N+](C)(C)C)=C1 NWKBFCIAPOSTKG-UHFFFAOYSA-M 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/40—Ink-sets specially adapted for multi-colour inkjet printing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- B41J2/00—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
- B41J2/005—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
- B41J2/01—Ink jet
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
Definitions
- the present invention generally relates to ink-jet printing, and in particular to a specific dye set for improving ink-jet image quality.
- ink-jet printing systems has grown dramatically in recent years. This growth may be attributed to substantial improvements in print resolution and overall print quality coupled with appreciable reduction in cost.
- Today's ink-jet printers offer acceptable print quality for many commercial, business, and household applications at costs fully an order of magnitude lower than comparable products available just a few years ago. Notwithstanding their recent success, intensive research and development efforts continue toward improving ink-jet print quality. In general, ink-jet print quality still falls short of that produced by more expensive technologies such as photography and offset or gravure printing.
- a surge in interest in ink-jet imaging e.g., the rendition of pictures
- the challenge remains to further improve the image quality and lightfastness of ink-jet printed images, especially images containing skin tones without increasing their cost.
- Color ink-jet printers typically use three inks of differing hues: magenta, yellow, and cyan, and optionally black.
- the particular set of colorants, e.g., dyes, used to make the inks is called a "primary dye set.”
- a spectrum of colors, e.g., secondary colors, can be generated using different combinations of the primary dye set.
- printing processes such as lithography, dye transfer, and some types of thermal transfer, it is possible to vary spot size so that less is demanded of the primary colored inks when producing a good secondary.
- the color inks are used in a binary printing device, that is, one in which a dot of color is either present or absent, e.g., a thermal ink-jet printer, the ability of the primaries to give recognizable secondaries is even more important.
- ink-jet printing device characteristics such as crusting, long term stability, and materials compatibility must also be addressed. If the ink is to be used in a thermal ink-jet printer, the further constraint of being thermally stable (kogation-resistant) is added.
- a successful ink set for color ink-jet printing must be compatible with the ink-jet pen and printing system.
- Some of the required properties for the ink-jet ink include: good crusting resistance, good stability, the proper viscosity, the proper surface tension, little color-to-color bleed, rapid dry time, no negative reaction with the vehicle, high solubility of the dyes in the vehicle, consumer safety, low strike through, high color saturation, and good dot gain.
- Color ink-jet inks have been designed and tailored for printing business graphics such as depiction of information in the form of "pie-charts" and "bar-charts.”
- U.S. Patents 5,108,504; 5,116,409; 5,118,350; 5,143,547; 5,145,519; 5,185,034; 5,198,023; 5,534,051; and 5,536,306 disclose yellow dyes, namely acid yellow 23, basic yellow 13, basic yellow 51, and direct yellow 86, for use in ink-jet inks. These dyes, although suitable for business graphics, do not provide a "true" representation of skin tones.
- any given perceived color can be described using any one of the color spaces, such as CIELAB, and Munsell, as is well known in the art.
- a given color is defined using three terms, Hue, Value, and Chroma.
- L* defines the lightness of a color, and it ranges from zero (black) to 100 (white).
- a* and b* together, define the hue.
- the term a* ranges from a negative number (green) to a positive number (red).
- b* ranges from a negative number (blue) to a positive number (yellow).
- h° tan -1
- C* chroma
- Color trueness describes how close the ink-jet printed image is to the original or primary object, such as the skin tone of a human being or the color of the sky.
- Inks are known which possess one or more of the foregoing properties. However, few inks are known that possess all the foregoing properties, since an improvement in one property often results in the degradation of another property. Thus, many inks used commercially represent a compromise in an attempt to achieve an ink evidencing at least an adequate response in each of the foregoing considerations. Accordingly, investigations continue into developing ink formulations which have improved properties and which do not improve one property at the expense of the others. Thus, challenge remains to further improve the image quality and light fastness of the ink-jet prints without sacrificing pen performance and reliability.
- EF-A-0675179 provides an ink set comprising a liquid composition containing a cationic substance, in combination with with a yellow ink, a cyan ink and magenta ink.
- the three inks each contains a water soluble anionic dye.
- the inks are capable of affording a black image on a recording medium by using the inks in combination, wherein the black image has the colorimetric parameters: 10 ⁇ L* ⁇ 30, 0 ⁇ a* ⁇ 7, and -10 ⁇ b* ⁇ 0.
- the yellow ink of the present invention contains a yellow colorant having a CIELAB hue angle, h°, less than 90° to provide a true representation of colors, particularly skin tone colors. More specifically, a specific dye set for formulating the yellow, cyan, and magenta inks is disclosed, comprising Yellow 104, Direct Blue 199, Magenta 377 dyes, respectively.
- the Yellow 104, the Magenta 377, and the DB 199 dyes provide near photographic images by (1) providing good skin tone colors; and (2 ) having light fast characteristics necessary to preserve the trueness of the ink-jet images.
- the light fast characteristics provided by producing (a) images having less light fade, and (b) images that when they do fade, fade in a more uniform manner across the color set.
- the yellow, cyan, and magenta aqueous inks each comprise from about 5 to about 20 wt% of least one organic solvent; 0 to about 5wt% of an alcohol; 0 to about 1.5wt% of at least one component independent selected from the group consisting of surfactants, buffers, biocides, and metal chelators; and the balance wanter.
- the inkjet inks formulated in accordance with the invention exhibits true representation of colors. Furthermore, the present ink compositions offer good lightfastness and adaptability to plain and coated media.
- the invention described herein is directed to dye sets for printing ink-jet images using commercially available ink-jet printers such as DESKJET® printers, manufactured by Hewlett-Packard Company, of Palo Alto, California. More specifically, a specific dye set for formulating the yellow, cyan, and magenta inks is disclosed.
- the dye set enables the production of high-quality printed images having true representation of colors even after lightfade.
- the present dye set can produce true colors on a variety of media, including uncoated paper, clay coated paper, and gelatin coated media, even upon exposure to light.
- Gelatin coated ink-jet media typically comprise a polyethylene-coated substrate or paper support with a gelatin coating thereon.
- Gelatin coated ink-jet media have been described in patents such as U.S. Patent 5,141,599 by Reiner et al., issued August 25, 1992 and assigned to Felix Schoeller Company.
- the receiving layer comprises gelatin.
- the top coating comprises either or both fine porous pigments and filler particles, and a binder such as polyvinyl alcohol or modified polyvinyl alcohol.
- the ink set of the invention includes yellow, cyan, and magenta inks containing a yellow dye having a hue angle less than 90°, a cyan dye, and a magenta dye, respectively.
- the specific ink set disclosed comprises formulating the yellow, cyan, and magenta inks with Yellow 104, Direct Blue 199, and Magenta 377 dyes, respectively.
- the present yellow, cyan, and magenta aqueous ink compositions each comprise in general from about 0.1 to about 5 wt % of at least one dye and a vehicle comprising the following components (in wt % of total ink composition): from about 5 to about 20 wt % of at least one organic solvent; 0 to about 5 wt % of an alcohol; 0 to about 1.5 wt % of at least one component independently selected from the group consisting of surfactants, buffers, biocides, and metal chelators; and the balance water.
- each ink color namely cyan, yellow, and magenta
- each ink color can comprise more than one dye load. That is, there can be one or more ink-jet pens filled for each ink color, each pen having a different dye load or a different dye. For example, there can be two cyan pens, each one containing a different dye load and a different cyan dye.
- the yellow ink comprises one or more yellow colorants having a CIELAB hue angle of less than about 90°.
- Examples of more preferred yellow dyes with CIELAB hue angle less than 90° are provided in Table 1, below.
- Yellow 104 Y104
- an azo dye available from Ilford AG, Rue de l'Industrie, CH-1700 Frileid, Switzerland, is used in the practice of the invention.
- the yellow dye is present in an amount from about 1 to about 5 wt. %, preferably, from about 2.5 to about 3.5 wt. %, and most preferably, from about 2.5 to about 3 wt. %. In setting the concentration of the yellow dye, it is desired that the ink has an absorbance of 0.07 at the lambda maximum of 402 for a 1:10,000 dilution.
- the cyan ink of the present invention comprise one or more phtholcyanine dyes, and more preferably, Direct Blue 199 dye (DB199), available form Zeneca Colors as Projet Cyan 1. More specifically, the DB199 dye is treated to replace undesirable cations, such as sodium and ammonium, with tetramethylammonium (TMA). Methods for the replacement of undesirable cations with TMA are known and described in the art as in US Patent 5,534,051 assigned to the present assignee.
- TMA salt of DB199 enables the ink-jet printer to produce high-quality color images in a reliable manner less encumbered by the potential for crusting and precipitation of non-TMA salts of DB199.
- the cyan dye is present in an amount from about 0.1 to about 5 wt. %, preferably from about 2.5 to about 3.5 wt. %, and most preferably from about 2.5 to about 3 wt. %.
- concentration of the cyan dye it is desired that the ink have an absorbance of 0.09 at the lambda maximum of 618 nm for a 1,10:000 dilution.
- the magenta ink of the present invention comprises one or more magenta dyes. More preferably, the magenta ink comprises a magenta dye selected from the group consisting of Magenta 377, Reactive Red 29, Reactive Red 180, and mixtures thereof. Most preferably, Magenta 377 (M377), an azo dye, available from Ilford AG, Rue de l'Industrie, CH-1700 Frileid, Switzerland, is used in the practice of the invention.
- the magenta dye is present in an amount from about 0.1 to about 5 wt. %, preferably from about 2.5 to about 3.5 wt. %, and most preferably from about 2.5 to about 3 wt. %.
- concentration of the magenta dye it is desired that the ink have an absorbance of 0.07 at the lambda maximum of 518 nm for a 1:10,000 dilution.
- the black ink suitably employed in the practice of the invention can be dye based or pigment-based colorant, preferably, dye-based.
- the black ink can also be a composite of the three primary colors, yellow, cyan, and magenta.
- Suitable black dye-based inks are disclosed and claimed, for example, in US Patent 4,963,189, entitled “Waterfast Ink Formulations with a Novel Series of Anionic Dyes Containing Two or More Carboxyl Groups" and assigned to the present assignee.
- Suitable black pigment-based inks are disclosed and claimed, for example, in US Patent 5,085,698, entitled “Aqueous Pigmented Inks for Ink Jet Printers”; US Patent 5,221,334, entitled “Aqueous Pigmented Inks for Ink Jet Printers”; and US Patent 5,302,197, entitled “Ink Jet Inks”; all assigned to E. I. Du Pont de Nemours and Company.
- the preferred black dye is Processed Reactive Black 31, available from Zeneca Colors.
- the inks of the present invention comprise an aqueous vehicle comprising the following components (in wt % of total ink composition): from about 5 to about 20 wt % of at least one water soluble organic solvent; 0 to about 5 wt % of an alcohol; 0 to about 1.5 wt % of at least one component independently selected from the group consisting of surfactants, buffers, biocides, and metal chelators; and the balance water.
- the inks of the present invention comprise from about 5 to about 20 wt % organic solvent. More preferably, the inks comprise from about 8 to about 15 wt % organic solvent, with a concentration from about 9 to about 11 wt % being the most preferred.
- the water soluble organic solvents suitably employed in the present ink-jet ink compositions include any of, or a mixture of two or more, of such compounds as nitrogen-containing heterocyclic ketones, such as 2-pyrrolidone, N-methyl-pyrrolid-2-one (NMP), 1,3-dimethylimidazolid-2-one, and octyl-pyrrolidone; diols such as ethanediols, (e.g., 1,2-ethandiol), propanediols (e.g., 1,2-propanediol, 1,3-propanediol, 2-ethyl-2-hydroxy-methyl-1,3-propanediol, ethylhydroxy-propanediol (EHPD), butanediols (e.g., 1,2-butanediol, 1,3-butanediol, 1,4-butanediol), pentane
- the organic solvent comprises 1,2 diols of C 5 -C 7 , namely, 1,2-pentanediol, 1,2-hexanediol, and 1,2-heptanediol; and most preferably, 1,2-hexanediol is employed in the practice of the invention.
- the inks of the present invention optionally comprise 0 to about 5 wt % alcohol. More preferably, the inks comprise from about 1 to about 5 wt % alcohol, with a concentration from about 1.5 to about 2.5 wt % being the most preferred.
- Alcohols suitably employed in the present ink-jet ink compositions include any of, or a mixture of two or more of such compounds as the diols listed above and C 3 -C 6 alcohols (e.g., propanol, butanol, pentanol, and hexanol and all isomers thereof such as 1-propanol and 2-propanol).
- C 3 -C 6 alcohols e.g., propanol, butanol, pentanol, and hexanol and all isomers thereof such as 1-propanol and 2-propanol.
- n-butanol, iso-butanol, n-propanol, n-pentanol, 1,2-butanediol; and most preferably, n-butanol are employed in the practice of the invention.
- the inks of the present invention optionally comprise 0 to about 1.5 wt % surfactant. More preferably, the inks comprise from about 0.5 to about 1.3 wt % surfactant, with a concentration from about 0.8 to about 1.2 wt % being the most preferred.
- Non-ionic surfactants such as secondary alcohol ethoxylates (e.g., Tergitol series available from Union Carbide Co.), non-ionic fluoro surfactants (such as FC170C available from 3M), non-ionic fatty acid ethoxylate surfactants (e.g., Alkamul PSMO-20 available from Rhone-Poulenc), and fatty amide ethoxylate surfactants (e.g., Aldamide L203 available from Rhone-Poulenc) are preferred, with secondary alcohol ethoxylates being the most preferred.
- secondary alcohol ethoxylates e.g., Tergitol series available from Union Carbide Co.
- non-ionic fluoro surfactants such as FC170C available from 3M
- non-ionic fatty acid ethoxylate surfactants e.g., Alkamul PSMO-20 available from Rhone-Poulenc
- fatty amide ethoxylate surfactants e.g
- the secondary alcohol ethoxylates serve to prevent color to color bleed by increasing the penetration of the inks into the print medium.
- Secondary alcohol ethoxylates are nonionic surfactants and are commercially available, for example, from Union Carbide Co. (Houston, Tex.) as the Tergitol series, such as Tergitol 15-S-5 and Tergitol 15-S-7. Tergitol 15-S-5 is the preferred surfactant.
- the secondary alcohol ethoxylates contain (a) an aliphatic chain having a prescribed number of carbon atoms in the chain, and (b) a prescribed number of ethoxylated units. These ethoxylates are commercially available as mixtures of ethoxylates , and so are described in terms of the predominance of a given compound. Secondary alcohol ethoxylates suitably employed in the practice of the invention predominantly have from about 12 to about 18 carbon atoms in the aliphatic chain, while the number of ethoxylated units is predominantly in the range of from about 4 to about 8 units.
- Tergitol 15-S-5" represents a secondary alcohol ethoxylate surfactant predominantly having about 15 carbons in its aliphatic chain and about 5 ethoxylated units.
- Tergitol 15-S-5 and Tergitol 15-S-7 are the preferred surfactants, with Tergitol 15-S-5 being the most preferred.
- the inks of the present invention optionally comprise 0 to about 1.5 wt % buffer. More preferably, the inks comprise from about 0.1 to about 0.5 wt % buffer, with a concentration from about 0.1 to about 0.3 wt % being the most preferred.
- Buffers employed in the practice of the invention to modulate pH can be organic-based biological buffers or inorganic buffers, preferably, organic-based. Further, the buffers employed should provide a pH ranging from about 3 to about 9 in the practice of the invention, preferably about 6.5 to about 8 and most preferably from about 6.7 to 7.1. Examples of preferably-employed buffers include Trizma Base, available from companies such as Aldrich Chemical (Milwaukee, Wisconsin), 4-morpholineethanesulfonic acid (MES), and 4-morpholinepropanesulfonic acid (MOPS. Most preferably, MES is employed in the practice of the invention.
- Trizma Base available from companies such as Aldrich Chemical (Milwaukee, Wisconsin), 4-morpholineethanesulfonic acid (MES), and 4-morpholinepropanesulfonic acid (MOPS. Most preferably, MES is employed in the practice of the invention.
- the inks of the present invention optionally comprise 0 to about 1.5 wt % metal chelator. More preferably, the inks comprise from about 0.1 to about 0.5 wt % metal chelator, with a concentration from about 0.1 to about 0.3 wt % being the most preferred.
- Metal chelators employed in the practice of the invention are used to bind transition metal cations that may be present in the ink.
- metal chelators include: Ethylenediaminetetraacetic acid (EDTA), Diethylenetriaminepentaacetic acid (DTPA), trans-1,2-diaminocyclohexanetetraacetic acid (CDTA), (ethylenedioxy) diethylenedinitrilotetraacetic acid (EGTA), or other chelators that can bind transition metal actions. More preferably, EDTA, and DTPA; and most preferably EDTA in its disodium salt form is employed in the practice of the invention.
- the inks of the present invention optionally comprise 0 to about 1.5 wt % biocide. More preferably, the inks comprise from about 0.1 to about 0.5 wt % biocide, with a concentration from about 0.1 to about 0.3 wt % being the most preferred.
- Biocides commonly employed in ink-jet inks may be employed in the practice of the invention, such as Nuosept 95, available from Huls America (Piscataway, N.J.); Proxel GXL, available from Zeneca (Wilmington, Del.); and glutaraldehyde, available from Union Carbide Company (Bound Brook, N.J.) under the trade designation Ucarcide 250.
- Proxel GXL is the preferred biocide.
- the specific ink set disclosed herein is expected to find commercial use in ink-jet color printing.
- Inks were formulated and different qualities of the formulated inks were measured in an effort to assess the benefits attained in the practice of the invention, namely, effect of yellow dye on skin tone; lightfade for the primary and secondary colors, the skin tone colors, and the gray tone colors; and dot gain and dot shape.
- hue angle of the yellow dye on generating skin tone colors was evaluated by formulating a yellow ink containing Yellow 104 (Y104) dye.
- Y104 Yellow 104
- an ink containing Direct Yellow 132 available as Projet Yellow 1G from Zeneca Colors
- Cyan and magenta inks were formulated using DB199 and M377, respectively.
- the concentrations of the yellow, cyan, and magenta dyes at a 1:10,000 dilution were yellow dye absorbance of 0.07 at the lambda max of 402 nm cyan dye absorbance of 0.09 at the lambda max of 618 nm magenta dye absorbance of 0.07 at the lambda max of 518 nm
- the aqueous vehicle comprised organic solvent 10 % 1,2-hexanediol alcohol 2 % n-butanol surfactant I % Tergitol 15-S-5 buffer 0.2 % MES metal chelator 0.2 % EDTA biocide 0.2 % Proxel GXL balance water
- Hue angle (h°) for each of the yellow dyes was first determined by dissolving about 1 to about 5 wt % of the dye in the desired ink vehicle.
- the desired absorbance at the lambda maximum was about 0.07 for a 1:10,000 dilution.
- the ink-jet pens were filled with the inks and a color block for each ink was printed at full density on gelatin coated media.
- the L*,a*, and b* values were measured using a commercially available colorimeter such as Hunter Ultrascan available from Hunter Associates Laboratories, Reston, Virginia, USA.
- the hue angle was then measured according to Equation 1, above.
- the hue angles for Y104 and DY132, were 83 and 94, respectively.
- each pen group consisted of two sets of pens.
- Each pen set consisted of a yellow ink-filled pen, a magenta ink-filled pen, a cyan ink-filled pen, and a black ink-filled pen.
- the cyan and black ink-filled pens in both sets had nominal drop volumes of about 28 picoliters (pl).
- the yellow and magenta ink-filled pens in one set had a larger drop volume as compared to the nominal drop volume pens.
- the yellow and magenta ink-filled pens in the other set had a smaller drop volume as compared to the nominal drop volume pens.
- the drop volume differences between the larger and smaller drop volume pens corresponded to 6 standard deviations of pens having an average drop volume.
- a "reference" image such as the "Kids on the Couch” picture supplied on a CD-ROM by Graphic Arts Technical Foundation (GATF), Pittsburgh, Penn. USA, Verison 2.1 Color Control Images, were first measured using a Macbeth Color Checker of Macbeth Company.
- a computer program such as Photoshop made by Adobe Systems Incorporated, Moutain View, CA USA, was then used to create the image file having the measured coordinates and thereafter printed on the printing medium.
- a gray scale or gradient was also generated by printing a series of 10 composite black squares (a tertiary color generated by printing cyan, magenta, and yellow colors using a Dot on Dot print mode), each square having different print densities (10 representing the highest print density).
- the a* and b* color coordinates of the printed samples were measured using a commercial colorimeter such as Hunter Ultrascan, made by Hunter Associates Laboratories, Reston, Virginia, USA, using standard color measurement procedures.
- the a* and b* measurements for the two groups at the two drop volumes, low and high, are represented in Figures 1 and 2, respectively.
- the color difference, ⁇ E, between the high and low drop volume prints was calculated for each group, and reported in Table 2 below.
- the ⁇ E numbers were very similar for each of the two groups, indicating that the drop volume changes caused a similar color shift for each group (each group having a different yellow dye).
- the print samples generated with the Y104 group produced skin tones that are closer to the initial target values for preferred skin tones, such as the preferred caucasian values as reported in "The Reproduction of Color in Photography, Printing, and Television", 1987, p. 192 R. W. G. Hunt.
- most of the skin tones generated using Y104 were within the desired hue angles, whereas, the skin tones generated with the DY132 group did not completely lie within the desired hue angles.
- Each set comprised 3 inks of differing hues, namely, cyan, yellow, and magenta.
- the colorant used in the cyan ink was DB 199.
- the colorant used in the yellow inks of Sets 1 and 2 were DY132, and Yellow 104, respectively.
- the colorants used in the magenta inks of Set 1 and 2 were Reactive Red 29 (Red H-3BNA available from Zeneca Colors), and M377, respectively.
- Lightfade was measured by printing a color palette on two sheets for each ink set, on one or more media, using the printing method described above.
- the color palette comprised cyan, magenta, yellow, red, green, blue, and composite black squares of approximately 1 cm 2 .
- a gray scale or gradient was generated by printing a series of 6 composite black squares, each square having different print densities (10 representing the highest print density).
- a series of skin tone colors were generated using the procedure described above.
- One of the print samples for each of the ink/media combination was placed in the dark and the other was exposed to the equivalent of one year of office light using an Atlas Fade-ometer.
- the color coordiantes, L*, a*, and b* of the printed images on the two sheets were measured using the procedure described above.
- Light fade, represented by ⁇ E, for each sample was calculated using Equation 3, above.
- An ink set was formulated having the following composition: organic solvent 10 % 1,2-hexanediol 2 % n-butanol surfactant 1 % Tergitol 15-S-5 biocide 0.2% Proxel GXL metal chelator 0.2 % EDTA buffer 0.2 % MES balance water dyes for each corresponding ink color yellow dye Y104 magenta dye M377 cyan dye DB 199
- inks formulated according to the present invention to contain a yellow colorant with a hue angle less than 90° and more specifically, a dye set comprising Y104, DB199, and M377 provide ink-jet images of near photographic quality, and, more specifically better skin tones colors and light fastness characteristics.
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| US08/810,568 US5858075A (en) | 1997-03-03 | 1997-03-03 | Dye set for improved ink-jet image quality |
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| EP0863190A2 EP0863190A2 (en) | 1998-09-09 |
| EP0863190A3 EP0863190A3 (en) | 2000-04-19 |
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| CN (1) | CN1179002C (enExample) |
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-
1997
- 1997-03-03 US US08/810,568 patent/US5858075A/en not_active Expired - Lifetime
- 1997-07-02 US US08/887,164 patent/US5851273A/en not_active Expired - Lifetime
- 1997-10-23 TW TW086115689A patent/TW428014B/zh not_active IP Right Cessation
- 1997-11-21 CN CNB97122658XA patent/CN1179002C/zh not_active Expired - Fee Related
-
1998
- 1998-01-15 KR KR1019980000986A patent/KR100517244B1/ko not_active Expired - Fee Related
- 1998-02-26 JP JP10044735A patent/JPH10245515A/ja active Pending
- 1998-03-02 EP EP98301515A patent/EP0863190B1/en not_active Expired - Lifetime
- 1998-03-02 DE DE69816886T patent/DE69816886T2/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH10245515A (ja) | 1998-09-14 |
| US5858075A (en) | 1999-01-12 |
| TW428014B (en) | 2001-04-01 |
| DE69816886T2 (de) | 2004-07-08 |
| KR19980079617A (ko) | 1998-11-25 |
| EP0863190A3 (en) | 2000-04-19 |
| CN1192459A (zh) | 1998-09-09 |
| CN1179002C (zh) | 2004-12-08 |
| DE69816886D1 (de) | 2003-09-11 |
| EP0863190A2 (en) | 1998-09-09 |
| KR100517244B1 (ko) | 2006-01-27 |
| US5851273A (en) | 1998-12-22 |
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